Triethylamine → 2,2-Dimethyl-N-[2-(2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

HRID 249328노트

반응식

HRID 249328 반응식
[CH3:1][C:2]([CH3:7])([CH3:6])[C:3](Cl)=[O:4].[NH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16]1.CCN(CC)CC>C(Cl)Cl>[CH3:1][C:2]([CH3:7])([CH3:6])[C:3]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16]1)=[O:4]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 197614202-(2-Aminophenyl)-2,3-dihydro-1H-indole

생성물 1

HCID 197613982,2-Dimethyl-N-[2-(2,3-dihydro-1H-indol-2-yl)phenyl]propanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trimethylacetyl chloride (3.6 ml) was added dropwise to a solution of 5.8 g 2-(2-aminophenyl)-2,3-dihydro-1H-indole and 4.3 ml Et3N in 75 ml CH2Cl2 with ice bath cooling. The resulting mixture was stirred at room temperature for thirty minutes and then quenched with water. The organic extract was washed with water, saturated NaHCO3 solution and saturated NaCl solution and dried (MgSO4). Concentration gave 7.7 g crude product which was flash chromatographed using CH2Cl2 as eluent to give 4.9 g solid, m.p. 175°-178° C.

후처리

  1. temperaturecooling
  2. customquenched with water
  3. extractionThe organic extract
  4. washwas washed with water, saturated NaHCO3 solution and saturated NaCl solution
  5. dry with materialdried (MgSO4)
  6. concentrationConcentration
  7. customgave 7.7 g crude product which
  8. customchromatographed

출처 및 근거

ORD 기록
ord-88f6ffffef93490b8b8fcdd8d93b0e51
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05214059

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